SYNTHETIC STUDY OF CIGUATOXIN - ABSOLUTE-CONFIGURATION OF THE C2 HYDROXY GROUP

Authors
OGURI H HISHIYAMA S SATO O OISHI T HIRAMA M MURATA M YASUMOTO T HARADA N
Citation
H. Oguri et al., SYNTHETIC STUDY OF CIGUATOXIN - ABSOLUTE-CONFIGURATION OF THE C2 HYDROXY GROUP, Tetrahedron, 53(9), 1997, pp. 3057-3072
Citations number
40
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
9
Year of publication
1997
Pages
3057 - 3072
Database
ISI
SICI code
0040-4020(1997)53:9<3057:SSOC-A>2.0.ZU;2-M
Abstract
The absolute stereochemistry of the secondary alcohol of the 1,2-dihyd roxybutenyl substituent of ciguatoxin (1) was shown to be S by compari ng the split CD curve of ciguatoxin tetra-p-bromobenzoate (2) with tho se of di- and tri-p-bromobenzoates of AB ring fragments that were synt hesized enantioselectively. (C) 1997 Elsevier Science Ltd.